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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1050200Generated: November 1, 2026

Water → HCID 90295830, compound

https://huagongshe.com/reaction/1050200

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDichloromethane methanolHCID 21226129—
ReactantPhthalimide potassium saltHCID 24194345—
ReactantHCID 131736049HCID 131736049—
SolventDimethylformamideHCID 6228—
ProductHCID 90295830HCID 9029583084.2%

Reaction Steps

Compound ((3R,3aS)-1-oxo-7-(3-oxomorpholin-4-yl)-1,3,3a,4-tetrahydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-3-yl)methylmethanesulfonate (3.91 g, 9.81 mmol) prepared as above in (c) was dissolved in 50 ml of DMF. Phthalimide potassium (2.72 g, 14.72 mmol) was added and the mixture was allowed to react at 80° C. for 2 h. TLC (DCM/MeOH=10/1) was employed to monitor the reaction. After the reaction completed, water (80 ml) was added for dilution. There was white solid precipitated, which was filtered and dried. The filtrate was extracted with EA (50 ml×3). The organic phase was combined, and washed sequentially with water (30 ml) and saturated NaCl (30 ml) solution, dried over anhydrous sodium sulfate, filtered, and the solvent was evaporated to afford totally 3.71 g of white solid, yield: 84.2%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382265B2
Source datasetuspto-grants-2016_07
ORD IDord-17acac5298e64c52b92fedf69d40c0b4
Source noteuspto-grants-2016_07